Hancock Hill

Want to go hiking Boston?

Don’t have a lot of time but want to go hiking Boston for a wonderful summit view? Begin this hiking Boston adventure by following the North Skyline Trail at Reservation Headquarters and ascend the first hill, stopping at the first summit. In July, check the top of Hancock Hill for wild blueberries. Return on the same trail.

Parking: In the designated spaces across the street from the Reservation Headquarters (695 Hillside Street, Milton)

A note about hiking Boston:
If you’re interested in hiking Boston, check out the 7,000-acre Blue Hills Reservation, only 20 minutes away from Boston. For other hiking Boston suggestions, visit our hiking near Boston page.

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Want to hike the Blue Hills, but don't know where to begin? Click here for recommendations to the best hiking near Boston. If you're interested in hiking Boston and Boston hiking, the Blue Hills Reservation offers great hikes near Boston. If you want to go hiking around Boston, be sure to check our suggested Boston hikes in the Blue Hills. The Blue Hills also offers a good place to find a South Shore MA mountain biking trail and you'll enjoy great Boston birding and birding near Boston. You'll also find a great swimming hole south of Boston at the Blue Hills Reservation and in general, great family fun South Shore.